(R)-4-(4-isopropyl-2-oxooxazolidin-3-yl)benzoic acid → (R)-3-{4-[4-(3,5-dicyclopropylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-4-isopropyloxazolidin-2-one hydrochloride

HRID 1804226Notes

Reaction equation

HRID 1804226 reaction equation
[CH:1]([C@@H:4]1[CH2:8][O:7][C:6](=[O:9])[N:5]1[C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=O)=[CH:12][CH:11]=1)([CH3:3])[CH3:2].[ClH:19].[CH:20]1([C:23]2[C:24]([N:32]3[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]3)=[N:25][CH:26]=[C:27]([CH:29]3[CH2:31][CH2:30]3)[CH:28]=2)[CH2:22][CH2:21]1>>[ClH:19].[CH:20]1([C:23]2[C:24]([N:32]3[CH2:33][CH2:34][N:35]([C:14]([C:13]4[CH:12]=[CH:11][C:10]([N:5]5[C@H:4]([CH:1]([CH3:2])[CH3:3])[CH2:8][O:7][C:6]5=[O:9])=[CH:18][CH:17]=4)=[O:16])[CH2:36][CH2:37]3)=[N:25][CH:26]=[C:27]([CH:29]3[CH2:31][CH2:30]3)[CH:28]=2)[CH2:21][CH2:22]1

Participants

3

Reactant 2

HCID 58484694(R)-4-(4-isopropyl-2-oxooxazolidin-3-yl)benzoic acidHCID 673810941-(3,5-Dicyclopropylpyridin-2-yl)piperazine hydrochloride

Product 1

HCID 67381205(R)-3-{4-[4-(3,5-dicyclopropylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-4-isopropyloxazolidin-2-one hydrochlorideYield 45.9%

Procedure

By reaction and treatment in the same manner as in Example 87 and using (R)-4-(4-isopropyl-2-oxooxazolidin-3-yl)benzoic acid (499 mg) described in Preparation Example 18 and 1-(3,5-dicyclopropylpyridin-2-yl)piperazine hydrochloride (560 mg) described in Preparation Example 50, the title compound (469 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 87
  2. customdescribed in Preparation Example 50

Sources & evidence

ORD record
ord-ead13ed37fa14d81acd2176f154d84be
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

Loading…